Asymmetric transfer hydrogenation of aromatic ketones with the ruthenium(II) catalyst derived from C2 symmetric N,N?-bis[(1S)-1-benzyl-2-O-(diphenylphosphinite)ethyl]ethanediamide
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Tarih
2010
Dergi Başlığı
Dergi ISSN
Cilt Başlığı
Yayıncı
Elsevier Science Sa
Erişim Hakkı
info:eu-repo/semantics/closedAccess
Özet
Asymmetric transfer hydrogenation of ketones with chiral molecular catalysts is realized to be one of the most magnificent tools to access chiral alcohols in organic synthesis. A new chiral phosphinite compound N,N'-bis[(1S)-1-benzyl-2-O-(diphenylphosphinite)ethyl]ethanediamide (1), has been synthesized by the reaction of chlorodiphenylphosphine with N,N'-bis[(1S)-1-benzyl-2-hydroxyethyl]ethanediamide under argon atmosphere. The oxidation of 1 with aqueous hydrogen peroxide, elemental sulfur or grey selenium in toluene gave the corresponding oxide 1a, sulfide 1b and selenide 1c, respectively. Pd, Pt and Ru complexes were obtained by the reaction of 1 with [MCl2(cod)] (M: Pd 1d, Pt 1e) and [Ru(p-cymene)Cl-2](2) 1f, respectively. All these new complexes were characterized by using NMR, FT-IR spectroscopies and microanalysis. Additionally, as a demonstration of their catalytic reactivity, the ruthenium complex 1f was tested as catalyst in the asymmetric transfer hydrogenation reactions of acetophenone derivatives with iPrOH was also investigated. (C) 2010 Elsevier B.V. All rights reserved.
Açıklama
Anahtar Kelimeler
Chiral Phosphinite, Ruthenium, Asymmetric Transfer Hydrogenation, Catalysis, Complexes
Kaynak
Journal of Organometallic Chemistry
WoS Q Değeri
Q2
Scopus Q Değeri
Q2
Cilt
695
Sayı
9
